Compare Cottages, Resorts, & Rentals in The Gap, Chicago, Illinois, USA
About The Gap Vacation Rentals
There are over 1333 amazing vacation rentals available in The Gap. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in The Gap.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in The Gap, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in The Gap. The average size of places to stay near The Gap is approximately 759.9 ft², with prices averaging US $399 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in The Gap. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods The Gap, IL
Frequently Asked Questions About The Gap?
What are the top cottages, summer homes, and lake houses in The Gap?
- Cozy Pilsen Depa
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- The Suite Spot Eclectic Modern Central Sleeps 6
- 4 #1S - 4 Bedroom/1.5 Bath Condo near McCormick Place, Wintrust Arena
- Family Friendly 2-Bedroom w/Kitchen & Laundry
- Luxury Modern home minutes from Downtown Chicago
- Penthouse, Lux stay near Downtown, McComick & Lake
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- 1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
How many rentals, hotels, or resorts are available in The Gap?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1333 properties listed by Vacation Cottage in the The Gap area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in The Gap.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Bronzeville Rental Cottages and Private Getaways in Chicago, Illinois | 84 |
| Douglas Rental Cottages and Private Getaways in Chicago, Illinois | 46 |
| Lake Meadows Rental Cottages and Private Getaways in Chicago, Illinois | 1350 |
